Method and compositions for temporarily incapacitating subjects

Abstract

A method for modifying at least one non-ester-containing parent compound, and the compounds produced using such method, which compounds are deployed to temporarily incapacitate at least one subject are disclosed. The modified compounds are rapidly metabolized to inactive and non-toxic metabolites when exposure to the modified compounds is halted. One or more of a predetermined chemical arrangement is incorporated into the parent compound having the formula: φ-R—X—R′; where φ is a phenyl, substituted aryl or heteroaryl system present in the parent compound or is added to the parent compound; R is an alkyl or alkene containing chain either branched or unbranched from 0 to 10 carbons present in the parent compound or is added to φ; X is a carboxyl, sulfoxyl or phosphatyl function added to R; and, R′ is an alkyl, alkenyl or aralkyl group either branched or unbranched containing from 1 to 10 carbons is added to X in a metabolically labile manner, or is a structural element already present as an inherent portion of the parent compound that is connected to X in a metabolically labile manner.

1 . A composition having the following structure:  
     
       
         
         
             
             
         
       
       wherein R is an alkyl or alkene containing chain either branched or unbranched from 1 to 10 carbons that is directly connected to any un-substituted carbon atom within the phenyl ring system;  
       X is a carboxyl, sulfoxyl or phosphatyl function that is connected to R via a metabolically stable linkage; and,  
       R′ is an alkyl, alkenyl or aralkyl group either branched or unbranched containing from 1 to 10 carbons that is connected to X via a linkage that is labile toward metabolism by a subject.  
     
   
   
       2 . The composition of  claim 1 , wherein R is an ethyl chain, and R′ is a methyl group.  
   
   
       3 . The composition of  claim 1 , wherein R is an ethyl chain, and R′ is ethyl.  
   
   
       4 . A method for temporarily incapacitating a subject, comprising administering an effective amount of a composition of  claim 1  to the subject.  
   
   
       5 . The method of  claim 2 , in which the subject is a mammal.  
   
   
       6 . The composition having the following structure:  
     
       
         
         
             
             
         
       
       wherein R is an alkyl or alkene containing chain either branched or unbranched from 1 to 10 carbons that is directly connected to any un-substituted carbon atom within the phenyl ring system;  
       X is a carboxyl, sulfoxyl or phosphatyl function that is connected to R via a metabolically stable linkage; and,  
       R′ is an alkyl, alkenyl or aralkyl group either branched or unbranched containing from 1 to 10 carbons that is connected to X via a linkage that is labile toward metabolism by a subject;  
       except when X is a carboxyl, R′ is not Me.  
     
   
   
       7 . The composition of  claim 6 , wherein R is an ethyl chain, and R′ is a methyl group.  
   
   
       8 . The composition of  claim 6 , wherein R is an ethyl chain, and R′ is ethyl.  
   
   
       9 . A method for temporarily incapacitating a subject, comprising administering an effective amount of a composition of  claim 6  to the subject.  
   
   
       10 . The method of  claim 9 , in which the subject is a mammal  
   
   
       11 . A composition having the following structure:  
     
       
         
         
             
             
         
       
       wherein R is an alkyl or alkene containing chain either branched or unbranched from 1 to 10 carbons that is directly connected to any un-substituted carbon atom within the phenyl ring system;  
       X is a sulfoxyl or phosphatyl function that is connected to R via a metabolically stable linkage; and,  
       R′ is an alkyl, alkenyl or aralkyl group either branched or unbranched containing from 1 to 10 carbons that is connected to X via a linkage that is labile toward metabolism by a subject.  
     
   
   
       12 . The composition of  claim 12 , wherein R is an ethyl chain, and R′ is a methyl group.  
   
   
       13 . The composition of  claim 12 , wherein R is an ethyl chain, and R′ is ethyl.  
   
   
       14 . A method for temporarily incapacitating a subject, comprising administering an effective amount of a composition of  claim 12  to the subject.  
   
   
       15 . The method of  claim 14 , in which the subject is a mammal  
   
   
       16 . A composition used to incapacitate subjects comprising at least one non-ester-containing parent compound modified by one or more of a predetermined chemical arrangement incorporated to an inherent phenyl ring system, the chemical arrangement comprising: φ-R—X—R′
 wherein φ is a phenyl, substituted aryl or heteroaryl system that is already present in the parent compound or is specifically added to the parent compound via a metabolically stable connection;    R is an alkyl or alkene containing chain either branched or unbranched from 0 to 10 carbons that is already present in the parent compound or is added to φ via a metabolically stable connection;    X is a carboxyl, sulfoxyl or phosphatyl function that is specifically added to R via a metabolically stable connection; and,    R′ is an alkyl, alkenyl or aralkyl group either branched or unbranched containing from 1 to 10 carbons that is added to X in a metabolically labile manner, or is a structural element already present as an inherent portion of the parent compound that is connected to X in a metabolically labile manner.